Triphenylphosphine → 3beta-Acetoxy-14beta-hydroxy-5beta-pregnane-21-nitrile

Participants

Reaction Steps

A solution of 13.34 g of 3β-acetoxy-21-nitro-5β-pregnane-14β-ol and 39.1 g of triphenylphosphine in 370 ml of dry methylene chloride was kept at 0° C. under nitrogen; 19.3 ml of diethyl azodicarboxylate were added dropwise during 1 hr. After 2 hrs. the solvent was removed in vacuo and the crude product was purified by flash-chromatography (SiO2) using methylene chloride/diethyl ether 95/5 as the eluant to give 11.20 g of 3β-acetoxy-14β-hydroxy-5β-pregnane-21-nitrile.

Provenance & Evidence